Boating Holiday
Copyright© 2023 by MasonJar
Chapter 1
True Sex Story: Chapter 1 - A good part of this story is true and what occurred on the trip has been only slightly improved.
Caution: This True Sex Story contains strong sexual content, including Ma/Fa Ma/ft ft/ft Teenagers Consensual Heterosexual True Story Incest Sister Father Daughter Group Sex Cream Pie Exhibitionism Oral Sex Safe Sex Nudism
My name is Mike and I love my boat, “Lollypop,” is her name. She’s a new Amel 64’ twin mast built in 2014 a true blue-water cruising yacht. The boat has electric winches and in-mast furling and below decks, there are three cabins and sleeping for eight at a pinch. I’ve been sailing all my life, with my dad and uncles when I was just able to swim then competition sailing in a VJ sailing club during High School. Through College, I sailed with Dad in regattas and got my scuba license.
I’m my own boss now 20 years later and own a software company. I take off every chance I get to sail, I usually ask some colleagues at work if they would like to help me sail for the weekend and do some fishing and usually don’t have to ask more than once, and they always ask me when I’m going out again.
Dave works in shipping and Ben on the back dock both love to fish and are not bad sailors and know what to do when it’s their turn to take watch on board. The boat is easy enough to sail with the three of us and we’re comfortable with her now. We’ve been out on short trips up and down the coast with the longest trip being a week away sailing and fishing around the islands to the south.
Dave has a wife, Meg and twin girls Sandy and Shelly, both are 18 this month and go to the same school as Ben’s girl Celeste who is 18 (going on 21). My wife Carol and I have a girl too. Bess has just turned 18 and goes to the same school as the other girls and plays the same sports, swimming, and netball. I love our girl and she has me wrapped around her little finger and she gets spoilt terribly being an only child.
All of the Mum’s, Dad’s and kids had been out on the boat ever since I had bought it and right from the start there was an air of casualness as soon as we left the dock and the Wives would take off their bikini tops and didn’t put them back on till we returned to the dock. This made mealtimes great with all of the nice firm flesh on display, of course, the girls wanted to follow suit, and, in the end, they were all running around the boat topless. Back then they were all just young girls, and we thought nothing of it and occasionally the wives joined in sunning themselves on the deck, naked, with the excuse that they didn’t want any strap marks from their bikinis. Safe to say we guys weren’t complaining and sported full-on hard-ons for most of the trip. These days the wives and girls think nothing of stripping off as soon as we’re underway. If they are up on deck, they’d keep an eye out for other boats out on the water but below decks, they would wander around cooking and playing games and sleeping in the nude. As much as we all loved sailing and fishing the women would have nothing to do with smelly fish or days without a proper shower or bath so this time the wives have opted to stay home and relax with trips to the Day Spa and sauna then getting some much-needed Manny/Pedy’s.
This year wouldn’t be any different as our daughters would be coming along and helping the crew, but it would be the first time they had come along without their mums along. You would think that at 18 they would want to be with their boyfriends or out clubbing with the other girls but as Dave put it ‘they tell me that this is the only chance they get to strip off and sun without worrying about getting pestered or perved on by a boy.’ The four girls had it in their heads that they would be sunning themselves on deck and doing nothing else. Ha. There’s always work to be done on a boat.
On the day we were leaving for our five-day trip, we all met at the dock with our duffle bags in tow. The Mums spent a long time going over and over how the girls would have to obey the captain and follow orders as their lives may be on the line. I had spent the previous day restocking the boat with enough food to last the time we would be away and checking all the lines and weather for the trip. We spent a good hour familiarizing the girls with the boat and their jobs as crew this time as we would need them to help with the sales and gear. I went over how everything worked, like the Dingy and gas stove and the safety aspect of sailing.
The sleeping arrangements would be the same as they usually were except the girls would sleep in the same cabin as their dads and not in the communal lounge. The girls all wanted to share a room, but Bess wanted to share with me in the aft cabin. That left Dave and Ben sharing the cabin with the two single bunks and the three girls sharing the double bed in the other forward birth.
Finally, we were off, and the guys cast off the lines and we pulled out onto the main channel. The girls all huddled together under the Bimini and waved at the other boats as we passed. We had planned to head south again as we were familiar with the currents and islands and knew where to anchor for the overnight stays. Our first night would be 70 NM down the cost at a small island chain dotted with palms and sheltered coves.
As I got into the routine of making passage to our first anchorage the others went below deck and before too long, I could smell the food being cooked for lunch. Shortly after Bess came up on deck with a hot dog and fries for me. She had changed into her bikini, and I was surprised at how well she filled it out. It was light blue, and she noticed me staring and did a twirl around for me showing off her string bikini bottoms and her front tie top. I knew it wouldn’t be staying on long and she had worn it just to show me. I was flattered.
Next to come up on deck were Dave and Ben in long board shorts with their rods and bait buckets. “We’ll be down the back if you need us, Mike”, said Ben. “The girls are all getting changed and stowing their gear after eating lunch.” With that, they headed aft to fish.
“Can I help you sail Dad?” asked Bess who sat in my lap as I sat behind the wheel. This wasn’t unusual as she was quite proficient at sailing and navigating and could probably do a night watch if it was calm. What was unusual was my reaction to her cute little ass sitting in my lap with me in my Speedos and her in her thin bikini bottoms. I could feel my cock starting to stiffen and poke out the top of my costume, the drawstring was just under the head poking out. She leant back into my chest and put her feet up on the wheelhouse consul just as the rest of the girls came up the stairs, each naked and covered in a thin film of sunscreen. First came Sandy and Shelly, naked of course, both would be turning eighteen this week and I had stowed some presents for them below. Their nipples hardened as I looked at their chest. Bess commented on how she could just make out the lines from their costumes and this made the girls spin and show off their bottoms. I could only gaze and sigh at the display before me, and they giggled at my reaction. Next was Celeste, at 18 she had the full figure of a woman but retained her slim teen waist and flawless complexion. Her body also showed white lines where the string ties would be if she wore a bikini. The white triangle covering her mound was so tiny that her bikini was covering nothing when she bothered to wear one. They all shaved their pussies completely and they glistened with the tanning oil they had used.
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